Is my friend a jerk? Please judge?

True friends don't act that way...or maybe he just has some sort of problem when it comes to relating to other people. If he makes you feel bad about yourself then try and distance yourself from him. Try and hang out with people that make you happy and only ociate with this guy when you have to. Sounds like he knows he can treat you however he likes and you will still be his friend and he is taking advantage of that.